36874-53-0

Basic information

• Product Name: 2-Propanone,1-(2-benzothiazolyl)-(9CI)
• Synonyms: 2-Propanone,1-(2-benzothiazolyl)-(9CI);QFILRFCCYHXDNW-UHFFFAOYSA-N
• CAS NO: 36874-53-0
• Molecular Formula: C₁₀H₉NOS
• Molecular Weight: 191.24956
• Product Categories: BENZOTHIAZOLE
• Mol File: 36874-53-0.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 311.9 °C at 760 mmHg
• Flash Point: 142.4 °C
• Appearance: /
• Density: 1.252 g/cm³
• Vapor Pressure: 0.000546mmHg at 25°C
• Refractive Index: 1.636
• CAS DataBase Reference: 2-Propanone,1-(2-benzothiazolyl)-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propanone,1-(2-benzothiazolyl)-(9CI)(36874-53-0)
• EPA Substance Registry System: 2-Propanone,1-(2-benzothiazolyl)-(9CI)(36874-53-0)

Safety Data

• Hazardous Substances Data: 36874-53-0(Hazardous Substances Data)

Usage

General Description

2-Propanone,1-(2-benzothiazolyl)-(9CI) is a chemical compound with the molecular formula C11H9NOS. It is also known by its IUPAC name 3-Benzothiazol-2-yl-propan-1-one. 2-Propanone,1-(2-benzothiazolyl)-(9CI) belongs to the class of organic compounds known as aryl-alkyl-ketones. It is used in various industrial applications, including as a flavoring agent, fragrance ingredient, and in the production of pharmaceuticals. 2-Propanone,1-(2-benzothiazolyl)-(9CI) has also been studied for its potential use in organic electronic devices due to its interesting photo-physical properties. However, further research is needed to fully understand its potential for these applications.

InChI:InChI=1/C10H9NOS/c1-7(12)6-10-11-8-4-2-3-5-9(8)13-10/h2-5H,6H2,1H3

Upstream product

• 674-82-8 4-methyleneoxetan-2-one 
• 137-07-5 2-amino-benzenethiol 
• 93102-82-0 2-acetyl-3-oxo-3,4-dihydro-2H-1,4-benzothiazine 
• 136-95-8 2-amino-benzthiazole 
• 1155-00-6 bis(2-nitrophenyl)disulfide 
• 120-75-2 2-Methylbenzothiazole 
• 114479-14-0 4-Morpholinobut-3-in-2-on 
• 39857-91-5 4-diethylamino-3-butyn-2-one 
• 20568-22-3 4-(dimethylamino)but-3-yn-2-one 
• 125414-91-7 (2-Benzothiazolyl)methyllithium 
• 141-78-6 ethyl acetate 
• 17822-28-5 4-benzothiazol-2-yl-3-oxo-butyric acid 
• 141-97-9 ethyl acetoacetate 
• 1141-88-4 2-Aminophenyl disulfide 

Downstream Products

• 101721-13-5 1-benzothiazol-2-yl-1-(4-dimethylamino-phenylimino)-acetone 
• 120-75-2 2-Methylbenzothiazole 
• 36874-52-9 1-(benzothiazol-2-yl)-1-hydroxyimino-2-propanone 
• 103897-18-3 4-acetyl-2-benzamido-1-oxopyrido<2,1-b>benzothiazole 
• 1015077-80-1 5-(1,3-Benzothiazol-2-yl)-4-(4-cyano-2-methoxyphenyl)-2,6-dimethyl-1,4-dihydropyridine-3-carbonitrile 
• 1198208-54-6 C₁₇H₁₂N₄O₂S 
• 1083304-48-6 C₁₇H₁₄N₄S 
• 1083251-66-4 C₁₇H₁₄N₄S 
• 1198208-53-5 C₁₆H₁₁N₅O₂S 
• 213682-55-4 (R)-2-(2-hydroxypropyl)benzothiazole 
• 213682-55-4 (S)-2-(2-hydroxypropyl)benzothiazole 
• 213682-45-2 FRBD41 
• 61503-10-4 2-(2-Chloropropenyl)-benzthiazol 

Relevant articles and documents

Homochiral (R)- and (S)-1-heteroaryl- and 1-aryl-2-propanols via microbial redox

Preparation of various heteroaryl propanols 2a-g and of the corresponding propanones 3a-g as starting materials for microbial redox is described. The kinetic resolution of the racemic propanols 2a-g is obtained via oxidation with Pseudomonas paucimobilis and Bacillus stearothermophilus [(R)-alcohols, ee 74-100%]. Similar results are achieved with 3-(2- hydroxypropyl)trifluoromethylbenzene 7 (44%, ee 100% of the (R)-alcohol 6). The reduction of the propanones 3a-d and 3g with baker's yeast and other fungi gives the (S)-alcohols (ee 100%). The pure (S)-alcohols are also obtained by reduction of 1-[3-(trifluoromethyl)phenyl]-2-propanone 7. 1- [(4,4-Dimethyl)-2-(Δ2)oxazolinyl]-2-propanone 3e and 1[2-(Δ2)- thiazolinyl)-2-propanone 3f are not reduced. The heterocyclic rings of (S)- 5-(2-hydroxypropyl)-3-methylisoxazole 2d and of (S)-2-(2-hydroxypropyl)-4- methylthiazole 2g are deblocked to the homochiral enamino ketone 8 (78%) and to the protected β-hydroxy aldehyde 9 (73%), respectively. The (R)-3-(2- hydroxypropyl)trifluoromethylbenzene 6 is transformed into the homochiral precursor of (S)-fenfluramine 10 (overall yield 65%).

Process for the preparation of 2-substituted benzothiazoles

Process for the preparation of benzothiazoles of the formula (1) STR1 wherein R denotes an alkylC1-C6 or an a kenylC2-C6 group which can be substituted by alkoxyC1-C4, acyl, phenyl, chlorophenyl, bromophenyl, alkylC1-C4 phenyl, alkoxyC1-C4 -phenyl or nitrophenyl groups or halogen atoms, or denotes a phenyl group which can be substituted by alkylC1-C4, alkoxyC1-C4, carboxyl-, --COO-alkylC1-C4, cyano or nitro or halogen atoms, and X and Y each denote a hydrogen or halogen atom or an alkylC1-C4, alkoxyC1-C4 or nitro group, or together denote a fused benzene ring, wherein the salts of the corresponding 2-mercaptophenylureas of the formula (5) STR2 in which X and Y have the stated meansings and Me denotes an alkali metal atom or the equivalent amount of an alkaline earth metal atom, which salts are obtainable as intermediate compounds in a known manner by reacting 2-aminobenzothiazoles of the general formula (4) STR3 in which X and Y have the abovementioned meanings, with alkali metal or alkaline earth metal hydroxides in an anhydrous or virtually anhydrous solvent, are treated, in the isolated form or in suspension in the ring-opening mixture, with an acylating agent of the formula (3) in which R has the abovementioned meaning and Z represents a halogen atom or the group STR4 wherein R has the stated meaning, or with diketene at temperatures from 0° C. to 200° C.